US7943783B2 - Multifunctional amine capture agents - Google Patents
Multifunctional amine capture agents Download PDFInfo
- Publication number
- US7943783B2 US7943783B2 US12/140,733 US14073308A US7943783B2 US 7943783 B2 US7943783 B2 US 7943783B2 US 14073308 A US14073308 A US 14073308A US 7943783 B2 US7943783 B2 US 7943783B2
- Authority
- US
- United States
- Prior art keywords
- group
- alkylene
- alkyl
- heteroalkylene
- combinations
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 0 CCC.CCC(=O)N(C)C.[1*]C(=O)N(C([2*])=O)S(=O)(=O)CC.[3*]S(=O)(=O)N(C([4*])=O)C([5*])=O Chemical compound CCC.CCC(=O)N(C)C.[1*]C(=O)N(C([2*])=O)S(=O)(=O)CC.[3*]S(=O)(=O)N(C([4*])=O)C([5*])=O 0.000 description 12
- VKLFZZSODTYNOA-UHFFFAOYSA-N C1=CC=CC=C1.C1=CN=CN=C1.C1CCCC1.C1CCCCC1.C1NCNCN1 Chemical compound C1=CC=CC=C1.C1=CN=CN=C1.C1CCCC1.C1CCCCC1.C1NCNCN1 VKLFZZSODTYNOA-UHFFFAOYSA-N 0.000 description 1
- XUXWLYGBHJLNAZ-UHFFFAOYSA-N C=C(C)(COCCOC(=O)C1=CC=C(S(=O)(=O)N2C(=O)CCC2=O)C=C1)(COCCOC(=O)C1=CC=C(S(=O)(=O)N2C(=O)CCC2=O)C=C1)COCCOC(=O)C1=CC=C(S(=O)(=O)N2C(=O)CCC2=O)C=C1.O=C(CCCCCCCCC(=O)N1C(=O)C2=C/C=C\C=C\2S1(=O)=O)N1C(=O)C2=CC=CC=C2S1(=O)=O.O=C(COCCOCC(=O)N1C(=O)C2=C/C=C/C=C\2S1(=O)=O)C1C(=O)C2=CC=CC=C2S1(=O)=O.O=C(OCCOCCCOCCOC(=O)C1=CC=C(S(=O)(=O)N2C(=O)C3C4C=CC(C4)C3C2=O)C=C1)C1=CC=C(S(=O)(=O)N2C(=O)C3C4C=CC(C4)C3C2=O)C=C1.O=C(OCCOCCCOCCOC(=O)C1=CC=C(S(=O)(=O)N2C(=O)CCC2=O)C=C1)C1=CC=C(S(=O)(=O)N2C(=O)CCC2=O)C=C1 Chemical compound C=C(C)(COCCOC(=O)C1=CC=C(S(=O)(=O)N2C(=O)CCC2=O)C=C1)(COCCOC(=O)C1=CC=C(S(=O)(=O)N2C(=O)CCC2=O)C=C1)COCCOC(=O)C1=CC=C(S(=O)(=O)N2C(=O)CCC2=O)C=C1.O=C(CCCCCCCCC(=O)N1C(=O)C2=C/C=C\C=C\2S1(=O)=O)N1C(=O)C2=CC=CC=C2S1(=O)=O.O=C(COCCOCC(=O)N1C(=O)C2=C/C=C/C=C\2S1(=O)=O)C1C(=O)C2=CC=CC=C2S1(=O)=O.O=C(OCCOCCCOCCOC(=O)C1=CC=C(S(=O)(=O)N2C(=O)C3C4C=CC(C4)C3C2=O)C=C1)C1=CC=C(S(=O)(=O)N2C(=O)C3C4C=CC(C4)C3C2=O)C=C1.O=C(OCCOCCCOCCOC(=O)C1=CC=C(S(=O)(=O)N2C(=O)CCC2=O)C=C1)C1=CC=C(S(=O)(=O)N2C(=O)CCC2=O)C=C1 XUXWLYGBHJLNAZ-UHFFFAOYSA-N 0.000 description 1
- FRMKXDVKKPJRJZ-UHFFFAOYSA-N CCC(=O)N1C(=O)C2=C(C=CC=C2)S1(=O)=O Chemical compound CCC(=O)N1C(=O)C2=C(C=CC=C2)S1(=O)=O FRMKXDVKKPJRJZ-UHFFFAOYSA-N 0.000 description 1
- ROEGSHSIQVYKAD-UHFFFAOYSA-N CCC1CC(=O)N(S(=O)(=O)C2=CC=C(C(=O)OCCOCCCOCCOC(=O)C3=CC=C(S(=O)(=O)N4C(=O)C5C6C=CC(C6)C5C4=O)C=C3)C=C2)C1=O Chemical compound CCC1CC(=O)N(S(=O)(=O)C2=CC=C(C(=O)OCCOCCCOCCOC(=O)C3=CC=C(S(=O)(=O)N4C(=O)C5C6C=CC(C6)C5C4=O)C=C3)C=C2)C1=O ROEGSHSIQVYKAD-UHFFFAOYSA-N 0.000 description 1
- CXJTYJPZEVQPNZ-UHFFFAOYSA-N O=C(CCCCCCCCC(=O)N1C(=O)C2=CC=CC=C2S1(=O)=O)N1C(=O)C2=CC=CC=C2S1(=O)=O Chemical compound O=C(CCCCCCCCC(=O)N1C(=O)C2=CC=CC=C2S1(=O)=O)N1C(=O)C2=CC=CC=C2S1(=O)=O CXJTYJPZEVQPNZ-UHFFFAOYSA-N 0.000 description 1
- NIXRLFCVLZNOEM-UHFFFAOYSA-N O=C(COCCOCC(=O)N1C(=O)C2=CC=CC=C2S1(=O)=O)N1C(=O)C2=CC=CC=C2S1(=O)=O Chemical compound O=C(COCCOCC(=O)N1C(=O)C2=CC=CC=C2S1(=O)=O)N1C(=O)C2=CC=CC=C2S1(=O)=O NIXRLFCVLZNOEM-UHFFFAOYSA-N 0.000 description 1
- KLFLCNCKUVZJDL-UHFFFAOYSA-N O=C(Cl)C1=CC=C(OOSN2C(=O)CCC2=O)C=C1 Chemical compound O=C(Cl)C1=CC=C(OOSN2C(=O)CCC2=O)C=C1 KLFLCNCKUVZJDL-UHFFFAOYSA-N 0.000 description 1
- PPEGRPBEEDOALP-UHFFFAOYSA-N O=C(Cl)C1=CC=C(SO(O)N2C(=O)C3C4C=CC(C4)C3C2=O)C=C1 Chemical compound O=C(Cl)C1=CC=C(SO(O)N2C(=O)C3C4C=CC(C4)C3C2=O)C=C1 PPEGRPBEEDOALP-UHFFFAOYSA-N 0.000 description 1
- SMZBCAUOETXJRB-UHFFFAOYSA-N O=C(O)C1=CC=C(OOSN2C(=O)CCC2=O)C=C1 Chemical compound O=C(O)C1=CC=C(OOSN2C(=O)CCC2=O)C=C1 SMZBCAUOETXJRB-UHFFFAOYSA-N 0.000 description 1
- JPOMYMSUTUKULE-UHFFFAOYSA-N O=C(O)C1=CC=C(SO(O)N2C(=O)C3C4C=CC(C4)C3C2=O)C=C1 Chemical compound O=C(O)C1=CC=C(SO(O)N2C(=O)C3C4C=CC(C4)C3C2=O)C=C1 JPOMYMSUTUKULE-UHFFFAOYSA-N 0.000 description 1
- LQNPPPNLKBYQFK-UHFFFAOYSA-N O=C(OCCOCCCOCCOC(=O)C1=CC=C(S(=O)(=O)N2C(=O)CCC2=O)C=C1)C1=CC=C(S(=O)(=O)N2C(=O)CCC2=O)C=C1 Chemical compound O=C(OCCOCCCOCCOC(=O)C1=CC=C(S(=O)(=O)N2C(=O)CCC2=O)C=C1)C1=CC=C(S(=O)(=O)N2C(=O)CCC2=O)C=C1 LQNPPPNLKBYQFK-UHFFFAOYSA-N 0.000 description 1
- NMYMGNUIIIVSHU-UHFFFAOYSA-N OC(c(cc1)ccc1S(N(C(CC1)=O)C1=O)(=O)=O)=O Chemical compound OC(c(cc1)ccc1S(N(C(CC1)=O)C1=O)(=O)=O)=O NMYMGNUIIIVSHU-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/36—Oxygen or sulfur atoms
- C07D207/40—2,5-Pyrrolidine-diones
- C07D207/404—2,5-Pyrrolidine-diones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms, e.g. succinimide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/56—Ring systems containing three or more rings
- C07D209/80—[b, c]- or [b, d]-condensed
- C07D209/94—[b, c]- or [b, d]-condensed containing carbocyclic rings other than six-membered
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D275/00—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings
- C07D275/04—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings condensed with carbocyclic rings or ring systems
- C07D275/06—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings condensed with carbocyclic rings or ring systems with hetero atoms directly attached to the ring sulfur atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
(A-)y-Q
wherein A is independently selected from the group consisting of functional groups having the following formulas:
wherein R1, R2, R3, R4, R5, R6, Y1, Y2, Y3, y, Q, and Z are defined herein below, with the proviso that Q, Y1, Y2, and Y3 are free of disulfide groups.
(A-)y-Q
wherein each A is independently selected from the group consisting of functional groups having the following formulas:
wherein R1, R2, R3, R4, R5, R6, Y1, Y2, Y3, y, Q, and Z are defined herein below, with the proviso that Q, Y1, Y2, and Y3 are free of disulfide groups. Such A groups are preferably terminal groups.
wherein: R is an alkyl; and Y1 is the same as previously defined for Formula I. In certain of these exemplary embodiments, Y1 can be —Y1—Ar1— or —Ar1—Y1a—, wherein Ar1 is an arylene (preferably, a phenylene), and Y1a is selected from the group consisting of a single bond, alkylene, heteroalkylene, carbonyl, carbonyloxy, carbonylimino, oxy, thio, —NRf— where Rf is hydrogen or alkyl, and combinations thereof. The functional groups of Formula I can be unsubstituted or substituted with a halo, alkyl, alkoxy, or combinations thereof.
wherein: R1 and R2 are is the same as previously defined for Formula I; each n is independently an integer of 1 to 100; m is an integer of 1 to 200; k is an integer of 2 to 4; D is oxygen, sulfur, or NH; Ar1 is an arylene group; each L is independently oxygen or NRf where Rf is hydrogen or alkyl; and q is an integer of 0 or 1. In such embodiments, preferably, n is no greater than 80, no greater than 60, no greater than 40, no greater than 20, or no greater than 10; preferably, m is no greater than 150, no greater than 100, no greater than 80, no greater than 60, no greater than 40, no greater than 20, or no greater than 10; preferably, k is equal to 2; preferably, D is oxygen; and preferably, Ar1 is phenylene.
wherein R3 and Y2 are the same as previously defined for Formula II. The functional groups of Formula II can be unsubstituted or substituted with a halo, alkyl, alkoxy, or combinations thereof.
wherein: R3, R4, and R5 are is the same as previously defined for Formula II; v is an integer of 1 to 200; x is an integer of 1 to 4; and D is oxygen, sulfur, or NH. In such embodiments, preferably, v is no greater than 150, no greater than 100, no greater than 80, no greater than 60, no greater than 40, no greater than 20, no greater than 10, no greater than 5, no greater than 4, no greater than 3, no greater than 2, or equal to 1, and more preferably, v is 1 or 2; preferably, x is no greater than 3, no greater than 2, or equal to 1, and more preferably, x is 1 or 2; and preferably, D is oxygen or sulfur.
wherein: W is CkH2kD or DCkH2k; D is oxygen, sulfur, or NH (preferably, oxygen); n is an integer of 1 to 100 (preferably no greater than 80, no greater than 60, no greater than 40, no greater than 20, no greater than 10); m is an integer of 1 to 200 (preferably no greater than 150, no greater than 100, no greater than 80, no greater than 60, no greater than 40, no greater than 20, no greater than 10); p is an integer of 1 to 10 (preferably no greater than 8, no greater than 6, no greater than 4, or no greater than 2); q is an integer of 0 or 1; t is an integer of 0 to 12 (preferably no greater than 10, no greater than 8, no greater than 6, no greater than 4, no greater than 2, or equal to 0); k is an integer of 2 to 4 (preferably no greater than 3, no greater than 2, or equal to 2); and each L is independently oxygen or NRf where Rf is hydrogen or alkyl; with the proviso that at least one L is present in each -Lq-C(O)-Lq- moiety and there are no heteroatom-heteroatom bonds.
wherein: n is an integer of 1 to 100 (preferably no greater than 80, no greater than 60, no greater than 40, no greater than 20, no greater than 10); m is an integer of 1 to 200 (preferably no greater than 150, no greater than 100, no greater than 80, no greater than 60, no greater than 40, no greater than 20, no greater than 10); p is an integer of 1 to 10 (preferably no greater than 8, no greater than 6, no greater than 4, or no greater than 2); t is an integer of 0 to 12 (preferably no greater than 10, no greater than 8, no greater than 6, no greater than 4, no greater than 2, or equal to 0); k is an integer of 2 to 4 (preferably no greater than 3, no greater than 2, or equal to 2); each L is independently oxygen or NRf where Rf is hydrogen or alkyl; and q is an integer of 0 or 1.
wherein m′ is an integer of 1 to 200 (preferably no greater than 150, no greater than 100, no greater than 80, no greater than 60, no greater than 40, no greater than 20, no greater than 10).
Methods of Preparation
Table of Abbreviations |
Abbreviation | |
or Trade | |
Designation | Description |
EtOAc | Ethyl acetate |
ACN | Acetonitrile |
IPA | isopropyl alcohol |
DMF | Dimethylformamide |
PEG 3400 | Poly(ethylene glycol) Mn about 3400 |
PEG 1000 | Poly(ethylene glycol) Mn approximately 1000; |
PEG 600 | Poly(ethylene glycol) bis(carboxymethyl) ether) |
diacid | HO2CCH2(OC2H4)nOCH2COOH Mn approximately 600 |
commercially available from Fluka Holding AG, Buchs, | |
Switzerland | |
NMP | N-methylpyrrolidinone |
TEA | Triethylamine |
TPEG 990 | A glycerin-started trifunctional polyethylene glycol Mn |
approximately 990 commercially available from Dow | |
Chemical Company, Midland, MI | |
THF | Tetrahydrofuran |
Na saccharin | Sodium salt of saccharin, dehydrated |
Claims (16)
(A-)y-Q
—Y1a—Ar1— and —Ar1—Y1a—, wherein:
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US12/140,733 US7943783B2 (en) | 2004-12-17 | 2008-06-17 | Multifunctional amine capture agents |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US11/015,543 US7402678B2 (en) | 2004-12-17 | 2004-12-17 | Multifunctional amine capture agents |
US12/140,733 US7943783B2 (en) | 2004-12-17 | 2008-06-17 | Multifunctional amine capture agents |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US11/015,543 Division US7402678B2 (en) | 2003-12-30 | 2004-12-17 | Multifunctional amine capture agents |
Publications (2)
Publication Number | Publication Date |
---|---|
US20080249315A1 US20080249315A1 (en) | 2008-10-09 |
US7943783B2 true US7943783B2 (en) | 2011-05-17 |
Family
ID=36596998
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US11/015,543 Expired - Fee Related US7402678B2 (en) | 2003-12-30 | 2004-12-17 | Multifunctional amine capture agents |
US12/140,733 Expired - Fee Related US7943783B2 (en) | 2004-12-17 | 2008-06-17 | Multifunctional amine capture agents |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US11/015,543 Expired - Fee Related US7402678B2 (en) | 2003-12-30 | 2004-12-17 | Multifunctional amine capture agents |
Country Status (1)
Country | Link |
---|---|
US (2) | US7402678B2 (en) |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU2004315032A1 (en) * | 2003-12-30 | 2005-08-18 | 3M Innovative Properties Company | Acousto-mechanical detection systems and methods of use |
MXPA06007471A (en) * | 2003-12-30 | 2006-09-01 | 3M Innovative Properties Co | Estimating propagation velocity through a surface acoustic wave sensor. |
CA2551836A1 (en) * | 2003-12-30 | 2005-07-21 | 3M Innovative Properties Company | Surface acoustic wave sensor assemblies |
US7637959B2 (en) | 2004-02-12 | 2009-12-29 | össur hf | Systems and methods for adjusting the angle of a prosthetic ankle based on a measured surface angle |
WO2008083279A1 (en) * | 2006-12-29 | 2008-07-10 | 3M Innovative Properties Company | Method of detection of bioanalytes by acousto-mechanical detection systems comprising the addition of liposomes |
WO2009148869A1 (en) | 2008-05-30 | 2009-12-10 | 3M Innovative Properties Company | Method of making ligand functionalized substrates |
US8586338B2 (en) | 2008-05-30 | 2013-11-19 | 3M Innovative Properties Company | Ligand functionalized substrates |
US8551894B2 (en) | 2008-09-19 | 2013-10-08 | 3M Innovative Properties Company | Ligand graft functionalized substrates |
US20100291541A1 (en) * | 2009-05-14 | 2010-11-18 | Evoy Stephane | Bacteriophage immobilization for biosensors |
CN102803593A (en) | 2009-06-23 | 2012-11-28 | 3M创新有限公司 | Functionalized nonwoven article |
US8377672B2 (en) | 2010-02-18 | 2013-02-19 | 3M Innovative Properties Company | Ligand functionalized polymers |
WO2011109151A1 (en) | 2010-03-03 | 2011-09-09 | 3M Innovative Properties Company | Ligand guanidinyl functionalized polymers |
Citations (39)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3442815A (en) | 1965-09-08 | 1969-05-06 | American Cyanamid Co | Generation of light by the reaction of oxalic-type amides with hydroperoxides in the presence of a fluorescent compound |
US3801533A (en) * | 1972-06-08 | 1974-04-02 | Allied Chem | Flame retardant polyamide compositions |
EP0010844A1 (en) | 1978-11-01 | 1980-05-14 | American Cyanamid Company | Novel N,N'-bis(trifluoromethylsulfonyl)oxamides, chemiluminescent compositions containing them and processes for generating chemiluminescence employing said compositions |
US4233029A (en) | 1978-10-25 | 1980-11-11 | Eastman Kodak Company | Liquid transport device and method |
EP0177740A1 (en) | 1984-09-12 | 1986-04-16 | Bayer Ag | Acylated saccharine derivatives |
JPH01114861A (en) | 1987-10-28 | 1989-05-08 | Fuji Photo Film Co Ltd | Master plate for electrophotographic planographic printing |
JPH0355544A (en) | 1989-07-25 | 1991-03-11 | Fuji Photo Film Co Ltd | Heat developable color photosensitive material |
EP0446047A1 (en) | 1990-03-08 | 1991-09-11 | Unilever Plc | Benzisothiazolinone-1-dioxide derivatives as elastase inhibitors |
EP0535236A1 (en) | 1991-02-22 | 1993-04-07 | Fuji Photo Film Co., Ltd. | Negative plate for electrophotographic lithographic printing |
JPH05188663A (en) | 1992-01-10 | 1993-07-30 | Fuji Photo Film Co Ltd | Planographic printing plate |
EP0657737A2 (en) | 1993-12-13 | 1995-06-14 | Hewlett-Packard Company | Method and reagents for binding chemical analytes to a substrate surface, and related analytical devices and diagnostic techniques |
US5583114A (en) | 1994-07-27 | 1996-12-10 | Minnesota Mining And Manufacturing Company | Adhesive sealant composition |
US5587513A (en) | 1992-11-27 | 1996-12-24 | Pohmer; Klaus | Polyether-substituted imide compounds and their use |
JPH0954463A (en) | 1995-08-10 | 1997-02-25 | Fuji Photo Film Co Ltd | Preparation of electrophotographic system process printing plate |
US5674742A (en) | 1992-08-31 | 1997-10-07 | The Regents Of The University Of California | Microfabricated reactor |
US5700612A (en) | 1995-06-12 | 1997-12-23 | Fuji Photo Film Co., Ltd. | Method for preparation of printing plate by electrophotographic process |
EP0814381A1 (en) | 1996-06-20 | 1997-12-29 | Fuji Photo Film Co., Ltd. | Positive image forming composition |
US5874500A (en) | 1995-12-18 | 1999-02-23 | Cohesion Technologies, Inc. | Crosslinked polymer compositions and methods for their use |
JPH11109630A (en) | 1997-10-03 | 1999-04-23 | Fuji Photo Film Co Ltd | Positive photoresist composition for exposure with far ultraviolet ray |
WO2000016903A1 (en) | 1998-09-24 | 2000-03-30 | Biosensor Applications Sweden Ab (Publ) | Biosensor cell device and its use |
US6156270A (en) | 1992-05-21 | 2000-12-05 | Biosite Diagnostics, Inc. | Diagnostic devices and apparatus for the controlled movement of reagents without membranes |
WO2001023892A1 (en) | 1999-09-30 | 2001-04-05 | Sensorchem International Corporation | Traverse shear mode piezoelectric chemical sensor |
WO2001067086A1 (en) | 2000-03-06 | 2001-09-13 | General Electric Company | Coating materials for sensors and monitoring systems, methods for detecting using sensors and monitoring systems |
US6369893B1 (en) | 1998-05-19 | 2002-04-09 | Cepheid | Multi-channel optical detection system |
WO2002088296A1 (en) | 2001-04-26 | 2002-11-07 | Boston Biomedica, Inc. | Multichamber device and uses thereof for processing of biological samples |
WO2002095940A1 (en) | 2001-05-21 | 2002-11-28 | Microtechnology Centre Management Limited | Surface acoustic wave sensor |
US6573338B2 (en) | 1998-04-13 | 2003-06-03 | 3M Innovative Properties Company | High density, miniaturized arrays and methods of manufacturing same |
CA2369720A1 (en) | 2002-01-30 | 2003-07-30 | Marc D. Porter | Chemical sensor with block copolymer coatings |
WO2003068712A2 (en) | 2002-02-13 | 2003-08-21 | Cnrs (Centre National De La Recherche Scientifique) | Novel method for production of dna biochips and applications thereof |
US20030170474A1 (en) | 2002-03-06 | 2003-09-11 | Eastman Kodak Company | Substrate for protein microarray containing functionalized polymer |
US20030170881A1 (en) | 2002-03-05 | 2003-09-11 | I-Stat Corporation | Apparatus and methods for analyte measurement and immuno assay |
JP2003322860A (en) | 2002-05-01 | 2003-11-14 | Hitachi Ltd | Material for liquid crystal alignment layer, liquid crystal display element, method for manufacturing the same and liquid crystal display |
US6656428B1 (en) | 1999-08-06 | 2003-12-02 | Thermo Biostar, Inc. | Automated point of care detection system including complete sample processing capabilities |
WO2004067732A2 (en) | 2003-01-27 | 2004-08-12 | Ústav Makromolekulární Chemie Akademie Vedceské Republiky | Polymer carriers with bonded saccharides for immobilization of biological systems |
US7169933B2 (en) | 2003-11-14 | 2007-01-30 | 3M Innovative Properties Company | N-sulfonylaminocarbonyl containing compounds |
US7179923B2 (en) | 2003-11-14 | 2007-02-20 | 3M Innovative Properties Company | N-sulfonylaminocarbonyl containing compounds |
US20070281314A1 (en) | 2006-04-20 | 2007-12-06 | Dermtech International | Methods for capture and detection of micro-RNA molecules from the skin by non-invasive tape stripping |
US7361767B2 (en) | 2003-11-14 | 2008-04-22 | 3M Innovative Properties Company | N-sulfonyldicarboximide containing tethering compounds |
US7423155B2 (en) | 2003-11-14 | 2008-09-09 | 3M Innovative Properties Company | N-sulfonyldicarboximide containing tethering compounds |
Family Cites Families (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2005A (en) * | 1841-03-16 | Improvement in the manner of constructing molds for casting butt-hinges | ||
US3626141A (en) * | 1970-04-30 | 1971-12-07 | Quantronix Corp | Laser scribing apparatus |
US3790051A (en) * | 1971-09-07 | 1974-02-05 | Radiant Energy Systems | Semiconductor wafer fracturing technique employing a pressure controlled roller |
JPS5854648A (en) * | 1981-09-28 | 1983-03-31 | Nippon Kogaku Kk <Nikon> | Positioning device |
US5230184A (en) * | 1991-07-05 | 1993-07-27 | Motorola, Inc. | Distributed polishing head |
US5543365A (en) * | 1994-12-02 | 1996-08-06 | Texas Instruments Incorporated | Wafer scribe technique using laser by forming polysilicon |
US5841543A (en) * | 1995-03-09 | 1998-11-24 | Texas Instruments Incorporated | Method and apparatus for verifying the presence of a material applied to a substrate |
US6325972B1 (en) * | 1998-12-30 | 2001-12-04 | Ethicon, Inc. | Apparatus and process for concentrating a liquid sterilant and sterilizing articles therewith |
US7096924B2 (en) * | 2000-06-30 | 2006-08-29 | Zexel Valeo Climate Control Corporation | Car air conditioner |
US6325855B1 (en) * | 2000-08-09 | 2001-12-04 | Itt Manufacturing Enterprises, Inc. | Gas collector for epitaxial reactors |
AU2004315032A1 (en) * | 2003-12-30 | 2005-08-18 | 3M Innovative Properties Company | Acousto-mechanical detection systems and methods of use |
-
2004
- 2004-12-17 US US11/015,543 patent/US7402678B2/en not_active Expired - Fee Related
-
2008
- 2008-06-17 US US12/140,733 patent/US7943783B2/en not_active Expired - Fee Related
Patent Citations (39)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3442815A (en) | 1965-09-08 | 1969-05-06 | American Cyanamid Co | Generation of light by the reaction of oxalic-type amides with hydroperoxides in the presence of a fluorescent compound |
US3801533A (en) * | 1972-06-08 | 1974-04-02 | Allied Chem | Flame retardant polyamide compositions |
US4233029A (en) | 1978-10-25 | 1980-11-11 | Eastman Kodak Company | Liquid transport device and method |
EP0010844A1 (en) | 1978-11-01 | 1980-05-14 | American Cyanamid Company | Novel N,N'-bis(trifluoromethylsulfonyl)oxamides, chemiluminescent compositions containing them and processes for generating chemiluminescence employing said compositions |
EP0177740A1 (en) | 1984-09-12 | 1986-04-16 | Bayer Ag | Acylated saccharine derivatives |
JPH01114861A (en) | 1987-10-28 | 1989-05-08 | Fuji Photo Film Co Ltd | Master plate for electrophotographic planographic printing |
JPH0355544A (en) | 1989-07-25 | 1991-03-11 | Fuji Photo Film Co Ltd | Heat developable color photosensitive material |
EP0446047A1 (en) | 1990-03-08 | 1991-09-11 | Unilever Plc | Benzisothiazolinone-1-dioxide derivatives as elastase inhibitors |
EP0535236A1 (en) | 1991-02-22 | 1993-04-07 | Fuji Photo Film Co., Ltd. | Negative plate for electrophotographic lithographic printing |
JPH05188663A (en) | 1992-01-10 | 1993-07-30 | Fuji Photo Film Co Ltd | Planographic printing plate |
US6156270A (en) | 1992-05-21 | 2000-12-05 | Biosite Diagnostics, Inc. | Diagnostic devices and apparatus for the controlled movement of reagents without membranes |
US5674742A (en) | 1992-08-31 | 1997-10-07 | The Regents Of The University Of California | Microfabricated reactor |
US5587513A (en) | 1992-11-27 | 1996-12-24 | Pohmer; Klaus | Polyether-substituted imide compounds and their use |
EP0657737A2 (en) | 1993-12-13 | 1995-06-14 | Hewlett-Packard Company | Method and reagents for binding chemical analytes to a substrate surface, and related analytical devices and diagnostic techniques |
US5583114A (en) | 1994-07-27 | 1996-12-10 | Minnesota Mining And Manufacturing Company | Adhesive sealant composition |
US5700612A (en) | 1995-06-12 | 1997-12-23 | Fuji Photo Film Co., Ltd. | Method for preparation of printing plate by electrophotographic process |
JPH0954463A (en) | 1995-08-10 | 1997-02-25 | Fuji Photo Film Co Ltd | Preparation of electrophotographic system process printing plate |
US5874500A (en) | 1995-12-18 | 1999-02-23 | Cohesion Technologies, Inc. | Crosslinked polymer compositions and methods for their use |
EP0814381A1 (en) | 1996-06-20 | 1997-12-29 | Fuji Photo Film Co., Ltd. | Positive image forming composition |
JPH11109630A (en) | 1997-10-03 | 1999-04-23 | Fuji Photo Film Co Ltd | Positive photoresist composition for exposure with far ultraviolet ray |
US6573338B2 (en) | 1998-04-13 | 2003-06-03 | 3M Innovative Properties Company | High density, miniaturized arrays and methods of manufacturing same |
US6369893B1 (en) | 1998-05-19 | 2002-04-09 | Cepheid | Multi-channel optical detection system |
WO2000016903A1 (en) | 1998-09-24 | 2000-03-30 | Biosensor Applications Sweden Ab (Publ) | Biosensor cell device and its use |
US6656428B1 (en) | 1999-08-06 | 2003-12-02 | Thermo Biostar, Inc. | Automated point of care detection system including complete sample processing capabilities |
WO2001023892A1 (en) | 1999-09-30 | 2001-04-05 | Sensorchem International Corporation | Traverse shear mode piezoelectric chemical sensor |
WO2001067086A1 (en) | 2000-03-06 | 2001-09-13 | General Electric Company | Coating materials for sensors and monitoring systems, methods for detecting using sensors and monitoring systems |
WO2002088296A1 (en) | 2001-04-26 | 2002-11-07 | Boston Biomedica, Inc. | Multichamber device and uses thereof for processing of biological samples |
WO2002095940A1 (en) | 2001-05-21 | 2002-11-28 | Microtechnology Centre Management Limited | Surface acoustic wave sensor |
CA2369720A1 (en) | 2002-01-30 | 2003-07-30 | Marc D. Porter | Chemical sensor with block copolymer coatings |
WO2003068712A2 (en) | 2002-02-13 | 2003-08-21 | Cnrs (Centre National De La Recherche Scientifique) | Novel method for production of dna biochips and applications thereof |
US20030170881A1 (en) | 2002-03-05 | 2003-09-11 | I-Stat Corporation | Apparatus and methods for analyte measurement and immuno assay |
US20030170474A1 (en) | 2002-03-06 | 2003-09-11 | Eastman Kodak Company | Substrate for protein microarray containing functionalized polymer |
JP2003322860A (en) | 2002-05-01 | 2003-11-14 | Hitachi Ltd | Material for liquid crystal alignment layer, liquid crystal display element, method for manufacturing the same and liquid crystal display |
WO2004067732A2 (en) | 2003-01-27 | 2004-08-12 | Ústav Makromolekulární Chemie Akademie Vedceské Republiky | Polymer carriers with bonded saccharides for immobilization of biological systems |
US7169933B2 (en) | 2003-11-14 | 2007-01-30 | 3M Innovative Properties Company | N-sulfonylaminocarbonyl containing compounds |
US7179923B2 (en) | 2003-11-14 | 2007-02-20 | 3M Innovative Properties Company | N-sulfonylaminocarbonyl containing compounds |
US7361767B2 (en) | 2003-11-14 | 2008-04-22 | 3M Innovative Properties Company | N-sulfonyldicarboximide containing tethering compounds |
US7423155B2 (en) | 2003-11-14 | 2008-09-09 | 3M Innovative Properties Company | N-sulfonyldicarboximide containing tethering compounds |
US20070281314A1 (en) | 2006-04-20 | 2007-12-06 | Dermtech International | Methods for capture and detection of micro-RNA molecules from the skin by non-invasive tape stripping |
Non-Patent Citations (11)
Title |
---|
Adams et al., Journal of American Chemical Society, 78, 3825-3828, 1956, XP-002331677. |
Document No. 115:244115, retrieved from CAPLUS on Sep. 10, 2009. * |
Document No. 81:64695, retrieved from CAPLUS on Sep. 10, 2009. * |
Document No. 91:92034, retrieved from CAPLUS on Sep. 10, 2009. * |
Grate et al., "Acoustic Wave Sensors" vol. 2, pp. 38-83, 1996 (XP002334970). |
Guo et al., Journal of Fluorine Chemistry, 52, 29-36, 1991, XP-002331675. |
Mustafa et al, Journal of American Chemical Society, 79, 1945-1949, 1957, XP-002331676. |
Satoshi et al., CAPLUS Database accession No. 2004: 1125476 XP-002331679. |
Toshiaki et al, CAPLUS Database accession No. 1995: 708887 XP-002331681. |
Tseng et al., J.Org. Chem., vol. 44, No. 23, 1979, pp. 4113-4116 XP-002331678. |
Yoshio et al., CAPLUS Database accession No. 1979: 492034 XP-002331680. |
Also Published As
Publication number | Publication date |
---|---|
US20080249315A1 (en) | 2008-10-09 |
US20060135783A1 (en) | 2006-06-22 |
US7402678B2 (en) | 2008-07-22 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US7943783B2 (en) | Multifunctional amine capture agents | |
JP2012162534A (en) | Multifunctional amine capture agent | |
US8445292B2 (en) | Compounds and methods for rapid labeling of N-glycans | |
US7521516B2 (en) | Soluble polymers as amine capture agents and methods | |
US6828401B2 (en) | Preparation method of peg-maleimide derivatives | |
EP1857462B1 (en) | Polyoxyalkylene derivative | |
EP0220899B1 (en) | Bifunctional linker | |
ES2404685T3 (en) | Heterobifunctional poly (ethylene glycol) derivatives and methods for their preparation | |
US8273875B2 (en) | High performance luminescent compounds | |
JP2006520840A (en) | Activated form of water-soluble polymer | |
JPH01146891A (en) | Derivative of monophosphoryl lipid a and its production | |
US20160274094A1 (en) | Zwitterionic reagents | |
JPS6252746B2 (en) | ||
CN109824565B (en) | Light-responsive multifunctional chemical cross-linking agent and preparation method and application thereof | |
JPH10511423A (en) | Crosslinked polyaspartic acid and its salts | |
JP2009510221A5 (en) | ||
KR20080047430A (en) | Crosslinked polymers with amine binding groups | |
US20080093301A1 (en) | Disubstituted Cucurbituril-Bonded Silica Gel | |
EP1699790B1 (en) | Soluble polymers as amine capture agents and methods | |
US20060160120A1 (en) | Novel hydrogel copolymer, substrate coated with the copolymer, method of producing microarray using the copolymer, and microarray produced by the method | |
Mallakpour et al. | A comparative study of two different methods for direct polyamidation of N-trimellitylimido-L-methionine with various aromatic diamines | |
CN113582881A (en) | Unnatural amino acid, application thereof, recombinant protein containing unnatural amino acid and recombinant protein conjugate | |
US20200181076A1 (en) | Catechol-derivative compounds and their use | |
JP3399100B2 (en) | Oxyalkylene derivative | |
JP5598468B2 (en) | Quaternary ammonium cation-containing pyrazole cyanine dyes |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
STCF | Information on status: patent grant |
Free format text: PATENTED CASE |
|
CC | Certificate of correction | ||
FPAY | Fee payment |
Year of fee payment: 4 |
|
MAFP | Maintenance fee payment |
Free format text: PAYMENT OF MAINTENANCE FEE, 8TH YEAR, LARGE ENTITY (ORIGINAL EVENT CODE: M1552); ENTITY STATUS OF PATENT OWNER: LARGE ENTITY Year of fee payment: 8 |
|
FEPP | Fee payment procedure |
Free format text: MAINTENANCE FEE REMINDER MAILED (ORIGINAL EVENT CODE: REM.); ENTITY STATUS OF PATENT OWNER: LARGE ENTITY |
|
LAPS | Lapse for failure to pay maintenance fees |
Free format text: PATENT EXPIRED FOR FAILURE TO PAY MAINTENANCE FEES (ORIGINAL EVENT CODE: EXP.); ENTITY STATUS OF PATENT OWNER: LARGE ENTITY |
|
STCH | Information on status: patent discontinuation |
Free format text: PATENT EXPIRED DUE TO NONPAYMENT OF MAINTENANCE FEES UNDER 37 CFR 1.362 |
|
FP | Lapsed due to failure to pay maintenance fee |
Effective date: 20230517 |